Apartments for Rent in Virginia Heights, Winter Park, FL

Property Status: Active Live in the heart of Winter Park, just steps from the city’s most loved restaurants, cafés, yoga studios, and boutique shops. This beautifully renovated unit offers the perfect blend of walkability, comfort, and style. Zoned for top-rated Winter Park schools and within walking distance to a renowned private school, the location alone makes this an exceptional find. Inside, the home features a double-master layout, ideal for roommates, families, or anyone wanting extra space and privacy. Enjoy the convenience of in-unit laundry and the peace of min

Overlooking Lake Killarney, enjoy the beautiful sunsets from your living room! Updated kitchen and bathroom. Located just steps to the Winter Park Village, Trader Joe’s, and 1st Watch!

Newly remodeled elegant estate home in the highly sought-after Baldwin Park community. This stunning residence features 5 bedrooms, 4.5 bathrooms, and a private office, offering an ideal blend of luxury, comfort, and functionality. Perfectly situated overlooking the park, the home is within walking distance to community amenities, shops, and dining. Inside, you’ll find high-end designer lighting and custom window treatments throughout. The spacious primary suite is conveniently located on the first floor and offers peaceful views of the backyard. A downstairs guest suite p

Experience lakefront living in this charming mid-century home ideally situated between Winter Park and Downtown Orlando. This beautifully maintained single-story residence offers 3 bedrooms, 2 bathrooms, and a rare combination of character, privacy, and convenience in one of Central Florida’s most sought-after locations. Surrounded by mature landscaping and towering oak trees draped in Spanish moss, the home makes an unforgettable first impression. Inside, warm wood flooring, abundant natural light, and a cozy wood-burning fireplace create an inviting atmosphere filled wi

Bring your boat and discover this charming Winter Park gem, perfectly nestled on a quiet, desirable brick-lined street. This inviting 2-bedroom, 1-bath home features beautiful hardwood floors and a warm, welcoming feel throughout. Enjoy a lakefront yard feet from the house that offers peaceful water views and the perfect setting for outdoor living. Step outside to an amazing backyard complete with a cozy firepit and large privacy bushes that create a secluded, tranquil retreat—ideal for relaxing evenings or entertaining guests. With a deeded dock and boat lift, you’ll have

Property Status: Active Investment opportunity! Discover this hidden gem—a 2-bed, 1-bath condo nestled in the heart of Winter Park. Situated in the serene Lake Killarney Condos, this property offers some of the town's most breathtaking sunsets from a sprawling lakefront lot. Enjoy extensive grassy areas and a community pool right on your doorstep. Ideally located near essentials and leisure spots including Publix, Trader Joe's, Regal Movie Theater, and a variety of restaurants and bars. Join this vibrant community and make this beautiful condo your new investment property

EXCITING NEWS: WE ARE CURRENTLY RENOVATING THIS HOME! NOTE THAT THE PHOTOS SHOWN REPRESENT THE HOME BEFORE RENOVATION AND DO NOT REFLECT ANY UPDATES. PLANNED IMPROVEMENTS INCLUDE: NEW LVP FLOORING AND NEW HARD SURFACE COUNTERTOPS. APPLY TODAY OR ASK YOUR LEASING SPECIALIST FOR MORE DETAILS! Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!

The advertised rate of $2,665/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 21, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments. Feel at home in this cozy 3-bedroom retreat in Winter Park, perfect for families and friends seeking an easygoing getaway near Orlando attracti

The advertised rate of $3,815/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 2, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments. Feel at home in this family-friendly 2-bedroom, 1-bathroom Orlando home, offering roomy living areas for up to 4 guests. This unit is part of a wel

The advertised rate of $2,069/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 29, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments. Feel at home in this charming College Park retreat, a single-level home with a private entrance, perfectly placed near downtown Orlando and Winter Pa

The advertised rate of $2,483/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 2, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments. Feel at home in this calm and comfortable 1-bedroom tiny home in Orlando's College Park neighborhood. This single-level home offers a private entra

Property Status: Active Studio on right side of this one-story-single-family home completely remodeled and move in ready within a few minutes to Baldwin Park, Winter Park, and Downtown Orlando! NO HOA! Excellent schools on "A" list. Bike, walking, and/or running paths. Walking distance to Cady Way Trail. Also close to Audubon Park, Milk District, and Lake Druid Mountain biking park. Easy access to 408 and I-4. Remodeled / beautifully updated flooring throughout the studio with laundry room. NO HOA! Call today for more information and appointments Office Phone: (305) 371-35

Junior 1 Bed, 1 Bath

Private Room, Shared bathroom and kitchen pay weekly or monthly. Room is furnished and comes with free power, water, trash and WiFi. 6 month lease required. Easy background check, no pets, violent crimes or evictions. Move-in within 4 business hours of completing application.

Welcome to The Roberson, a charming residence nestled in the heart of Orlando's highly sought-after College Park neighborhood. This thoughtfully designed apartment blends classic character with modern comfort, offering residents an exceptional living experience just minutes from Downtown Orlando. Surrounded by tree-lined streets, local boutiques, popular dining destinations, and neighborhood parks, The Roberson places you in one of Orlando's most walkable and vibrant communities. Enjoy easy access to Edgewater Drive's shopping and entertainment district while remaining cl

2 Bedrooms, 1 Bathroom located on the first floor. Galley kitchen (with a dishwasher, microwave, range, refrigerator and a washer/dryer combo), walk-in closet in the primary bedroom and an open living/dining room combo filled with natural light. A private patio, playground and park. It includes 1 assigned parking space. This property offers an option of a security deposit-free lease using Obligo's billing authorization technology for qualified tenants and well as a mandatory Resident Benefit Package. Security Deposit - No upfront security deposit option with Obligo for Ren